Winfield Holiday Rentals

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Check prices for these dates

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
12 Sept - 14 Sept
Next weekend
19 Sept - 21 Sept

Holiday Rentals in Winfield

Our top choices for Winfield holiday rentals

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area

8.0 out of 10, Very good, (3)
"We had a pleasant stay with my family in MD, very homely and spacious, we had an incidence with the bathroom door locking behind my wife, but the owner responded promptly and helped open the door. Only negative thing is house is next to a main highway, so there was so much noise with the cars passing by day and night. Otherwise, it was clean and owner hospitable."
Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area
Updated 3BR Apartment in Westminster – Family Friendly
Desk, free WiFi, bed sheets

Updated 3BR Apartment in Westminster – Family Friendly

4.0 out of 10, (1)
"This property is a bit mislisted. It is on the backside and above a commercial building. There was commercial equipment in the back, lots of trash on the lot including piles of pallets, and construction material. Its on the side of a multilane highway so it is loud at night. It would likely be fine for older kids or adults but not a good fit for young kids. The gate code was not sent along, so we had to wait to access the property until the owner got back to me (which was within 2 hours and he...
Updated 3BR Apartment in Westminster – Family Friendly
Hidden gem in quiet neighborhood with pool
Private kitchen

Hidden gem in quiet neighborhood with pool

10.0 out of 10, Exceptional, (1)
"Amazing property top notch Communication was prompt Very Clean comfortable beds Will definitely rent again. 10⭐️ for sure"
Hidden gem in quiet neighborhood with pool
Charming 2-bedroom condo with fitness room and AC in Owings Mills
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom condo with fitness room and AC in Owings Mills

10.0 out of 10, Exceptional, (1)
"This property is brand new ; we may even have been the first people to stay here . It was sparkling clean! Our host was quick to answer all of my questions. The location was very convenient!"
Charming 2-bedroom condo with fitness room and AC in Owings Mills
Newly constructed 6 bedroom home
Fridge, microwave, oven, stovetop

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (11)
"Beautiful perfect house for us to stay in for our daughter's wedding."
The price is AU$695
includes taxes & fees
12 Oct - 13 Oct
Newly constructed 6 bedroom home
Lakefront Retreat w/ Sunroom, Patio & Kayak!
Property grounds

Lakefront Retreat w/ Sunroom, Patio & Kayak!

10.0 out of 10, Exceptional, (26)
"The absolute best location for attending any event at Merriweather. Staying here is also perfect for enjoying outdoor activities on the lake, or simply relaxing on the peaceful patio. We loved our time here. Our host Donna went above & beyond to ensure we were comfortable. We'd love to return. "
Lakefront Retreat w/ Sunroom, Patio & Kayak!
1850 Historic Log Cabin
Dining

1850 Historic Log Cabin

9.4 out of 10, Exceptional, (42)
"Very cute cabin, peaceful and relaxing. "
1850 Historic Log Cabin
Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.
Fridge, microwave, oven, stovetop

Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.

10.0 out of 10, Exceptional, (7)
"Hosts are great. "
Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
Fridge, microwave, oven, stovetop

Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,

8.4 out of 10, Very good, (6)
"We have enjoyed this property each of the past two years for our family gathering. One of the best places we have stayed. Clean, spacious, well stocked and great communication with the owner. We will keep coming back"
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
Cozy out of the way studio retreat with AC and WiFi in charming Westminster
Property grounds

Cozy out of the way studio retreat with AC and WiFi in charming Westminster

10.0 out of 10, Exceptional, (5)
"Great instructions, kind host, great stay!"
The price is AU$261
includes taxes & fees
15 Sept - 16 Sept
Cozy out of the way studio retreat with AC and WiFi in charming Westminster
Quiet Escape
Paper towels

Quiet Escape

2.0 out of 10, (2)
"Will never use VRBO to book a stay again! We had a two night stay scheduled at this property that was a terrible experience. We booked this stay three months in advance. The host claims they cancelled last minute due to a gas smell in the apartment. This was a complete lie. Because what truly happened was he double booked our stay with another family and we didn’t find out until we tried to check in and someone else was already staying there! I contacted the host and he claimed we couldn’t stay...
Quiet Escape
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails
Terrace/patio

Historic charmer w/firepit surrounded by restaurants, shops and hiking trails

9.6 out of 10, Exceptional, (5)
"The home was very nice. We could not get the apple TV to work, but that may have been operator error. We were able to watch TV on my laptop. The manager was very responsive to any and all emails. The was a lovely quiet home."
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails
Resort studio apartment with private hot tub, fire pit, gym, and access to pool.
Pool

Resort studio apartment with private hot tub, fire pit, gym, and access to pool.

Resort studio apartment with private hot tub, fire pit, gym, and access to pool.
Walnut2 Cozy Retreat
Exterior detail

Walnut2 Cozy Retreat

Walnut2 Cozy Retreat
A Blissful Owings Mills home
Fridge, microwave, oven, stovetop

A Blissful Owings Mills home

8.8 out of 10, Excellent, (3)
"Clean and well maintained"
A Blissful Owings Mills home
Pet-friendly Retreat on a Horse Breeding Farm!
House (1 Bedroom) | Front of property

Pet-friendly Retreat on a Horse Breeding Farm!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and comfortable. Great stay, Host was very nice. Rural type of community and towns that is close (just over 50 miles form DC area) Upclose to all the horses."
Pet-friendly Retreat on a Horse Breeding Farm!
Cozy Guesthouse in Woodstock, MD
Living area

Cozy Guesthouse in Woodstock, MD

2.0 out of 10, (1)
"We didn’t stay. We when arrived, instead of a room in the guest house, we were expected to stay in a tentlike structure. In addition, the bathroom facilities were outdoor showers and commodes that required a climb up a set of stairs. Luckily we were able to secure a room at another facility. The owner supposedly requested a refund for me but I haven’t heard whether this has been approved."
The price is AU$349
includes taxes & fees
21 Sept - 22 Sept
Cozy Guesthouse in Woodstock, MD
Just 1 min Golf resort fancy modern house!!
5 bedrooms, iron/ironing board, free WiFi, bed sheets

Just 1 min Golf resort fancy modern house!!

Just 1 min Golf resort fancy modern house!!
Quiet, Safe Nest-Minutes to Everything
Property grounds

Quiet, Safe Nest-Minutes to Everything

9.8 out of 10, Exceptional, (9)
"Getting too see our son and grandson was wonderful. We had a great stay thank you. "
Quiet, Safe Nest-Minutes to Everything
Westy House - old world charm with modern upgrades in this downtown victorian.
Exterior detail

Westy House - old world charm with modern upgrades in this downtown victorian.

10.0 out of 10, Exceptional, (4)
"We were in town for a wedding and stayed at the Westy house with our 8 and 9 year old boys. We really enjoyed the location and we had all the comforts of home in the house. We will definitely stay again. "
Westy House - old world charm with modern upgrades in this downtown victorian.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winfield Hotel Reviews

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

10/10 Excellent
"Always clean, quiet and cozy "
Chantal 3-night trip
Posted 16 hours ago
Hyatt Place Baltimore/Owings Mills

Find out more about Winfield

Find out more about Winfield

Everything you need to know about Winfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as AU$261 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winfield has to offer?

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area: This holiday home rental outside of Winfield is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Winfield?

Explore the area and family-friendly sights such as Adventure Park USA, or get out into nature at a spot like Northwest Regional Park. Serpent Ridge Vineyard and Elk Run Vineyards are a couple of places you'll find in the wider area.

What’s a holiday rental in Winfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winfield. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.